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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 407981Generated: October 30, 2026

Phenol, 2-fluoro-5-methyl- → 4-Bromo-2-fluoro-5-methylphenol

https://huagongshe.com/reaction/407981

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenol, 2-fluoro-5-methyl-HCID 182387—
ReactantTetra-n-butylammonium tribromideHCID 23500184—
SolventChloroformHCID 6212—
Product4-Bromo-2-fluoro-5-methylphenolHCID 1089974396%

Reaction Steps

2-Fluoro-5-methylphenol (5.0 g, 40 mmol) was dissolved in chloroform (200 mL). Tetrabutylammonium tribromide (19 g, 40 mmol) was added and the reaction stirred at ambient temperature for 30 minutes. The reaction was concentrated and purified over silica gel (20% EtOAc in hexanes) to afford 4-bromo-2-fluoro-5-methylphenol (7.8 g, 38 mmol, 96% yield) as an amber oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08754226B2
Source datasetuspto-grants-2014_06
ORD IDord-9bc38907ef0b4dfca8248dd9330b26ec
Source noteuspto-grants-2014_06